2-phenyl-1,1-di(tosyloxy)ethane | 79069-22-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-phenyl-1,1-di(tosyloxy)ethane
• 英文别名: [1-(4-Methylphenyl)sulfonyloxy-2-phenylethyl] 4-methylbenzenesulfonate
• CAS: 79069-22-0
• 化学式: C₂₂H₂₂O₆S₂
• 分子量: 446.545
• InChiKey: NGELUPQJFMXYIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯乙烯 、 羟基甲苯磺酰碘苯 反应 0.08h， 以63%的产率得到2-phenyl-1,1-di(tosyloxy)ethane
  参考文献：
  名称：

  Reactions of alkenes with [hydroxy(tosyloxy)iodo]benzene: stereospecific syn-1,2-ditosyloxylation of the carbon-carbon double bond and other processes

  摘要：

  DOI：

  10.1021/jo00187a032

文献信息

• Solvent-Free Reactions with Hypervalent Iodine Reagents
  作者：Mekhman S. Yusubov、Thomas Wirth

  DOI：10.1021/ol047363e

  日期：2005.2.1

  [reaction: see text] We describe solvent-free reactions for the synthesis of hypervalent iodine reagents and their use in solid-state reactions. Improved yields and higher purities of the products are observed.

  [反应：见正文]我们描述了用于合成高价碘试剂的无溶剂反应及其在固态反应中的用途。观察到产物的产率提高和纯度更高。
• Enantioselective dioxytosylation of styrenes using lactate-based chiral hypervalent iodine(III)
  作者：Morifumi Fujita、Koki Miura、Takashi Sugimura

  DOI：10.3762/bjoc.14.53

  日期：——

  A series of optically active hypervalent iodine(III) reagents prepared from the corresponding (R)-2-(2-iodophenoxy)propanoate derivative was employed for the asymmetric dioxytosylation of styrene and its derivatives. The electrophilic addition of the hypervalent iodine(III) compound toward styrene proceeded with high enantioface selectivity to give 1-aryl-1,2-di(tosyloxy)ethane with an enantiomeric

  由相应的（R）-2-（2-碘苯氧基）丙酸酯衍生物制备的一系列旋光性高价碘（III）试剂用于苯乙烯及其衍生物的不对称二氧羰基化反应。高价碘（III）化合物向苯乙烯的亲电加成以高对映体选择性进行，得到对映体过量为（S）-异构体70-96％的1-芳基-1,2-二（甲苯磺酰氧基）乙烷。
• New Chiral Hypervalent Iodine Compounds in Asymmetric Synthesis
  作者：Urs H. Hirt、Bernhard Spingler、Thomas Wirth

  DOI：10.1021/jo980475x

  日期：1998.10.1

  The synthesis of new chiral hypervalent iodine compounds 3 and their use in asymmetric oxidative functionalizations are described. The substituents in the chiral moiety and the stereoelectronic properties of the reagents 3, as well as the reaction conditions, have been optimized. Chiral hypervalent iodine compounds 3 have been investigated in the asymmetric dioxytosylation of styrene and in the alpha-oxytosylation of propiophenone as test reactions. X-ray structural analysis of some reagents shows an interaction between the chiral moiety and the iodine resulting in stereoselectivities up to 53% ee in the products.
• Functionalization of alkenes and alkynes with [hydroxy(tosyloxy)iodo]benzene. Bis(tosyloxy)alkanes, vinylaryliodonium tosylates, and alkynylaryliodonium tosylates
  作者：Gerald F. Koser、Louis Rebrovic、Richard H. Wettach

  DOI：10.1021/jo00334a057

  日期：1981.10